First during sex, the finger is in my ass and then the cock, but the fact that I squirted was an indescribable feeling. What has my boyfriend done to me again. We have anal sex once or twice a year, but he has never spontaneously put his finger and then his cock in my ass. I was briefly shocked, but then I enjoyed it in a different way. That feeling when the cock is in my ass while I squirt. Amazing. A creampie is also part of our first anal outdoor ride.